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Analytical and behavioral characterization of 1-hexanoyl-LSD (1H-LSD)

Brandt, SD, Kavanagh, PV, Gare, S, Stratford, A and Halberstadt, AL (2024) Analytical and behavioral characterization of 1-hexanoyl-LSD (1H-LSD). Drug Testing and Analysis. ISSN 1942-7603

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The development of lysergic acid diethylamide (LSD) derivatives and analogs continues to inform the design of novel receptor probes and potentially new medicines. On the other hand, a number of newly developed LSD derivatives have also emerged as recreational drugs, leading to reports of their detection in some countries. One position in the ergoline scaffold of LSD that is frequently targeted is the N1-position; numerous N1-alkylcarbonyl LSD derivatives have been reported where the acyl chain is attached to the indole nitrogen, for example, in the form of linear n-alkane substituents, which represent higher homologs of the prototypical 1-acetyl-N,N-diethyllysergamide (1A-LSD, ALD-52). In this study, 1-hexanoyl-LSD (1H-LSD, SYN-L-027), a novel N1-acyl LSD derivative, was characterized analytically using standard techniques, followed by evaluation of its in vivo behavioral effects using the mouse head-twitch response (HTR) assay in C57BL/6J mice. 1H-LSD induced the HTR, with a median effective dose (ED50) of 192.4 μg/kg (equivalent to 387 nmol/kg), making it roughly equipotent to ALD-52 when tested previously under similar conditions. Similar to other N1-acylated analogs, 1H-LSD is anticipated to by hydrolyzed to LSD in vivo and acts as a prodrug. It is currently unknown whether 1H-LSD has appeared as on the research chemical market or is being used recreationally.

Item Type: Article
Uncontrolled Keywords: LSD; head‐twitch response; new psychoactive substances; psychedelics; 0301 Analytical Chemistry; 0601 Biochemistry and Cell Biology; 1115 Pharmacology and Pharmaceutical Sciences; Analytical Chemistry
Subjects: Q Science > QD Chemistry
R Medicine > RS Pharmacy and materia medica
Divisions: Pharmacy & Biomolecular Sciences
Publisher: Wiley
SWORD Depositor: A Symplectic
Date Deposited: 08 Jul 2024 14:08
Last Modified: 08 Jul 2024 14:15
DOI or ID number: 10.1002/dta.3767
URI: https://researchonline.ljmu.ac.uk/id/eprint/23720
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